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C5259

Sigma-Aldrich

Carbamyl-β-methylcholine chloride

≥99% (TLC), crystalline

Synonym(s):

Bethanechol chloride

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About This Item

Linear Formula:
C7H17N2O2Cl
CAS Number:
Molecular Weight:
196.68
EC Number:
MDL number:
UNSPSC Code:
41116107
PubChem Substance ID:
NACRES:
NA.25

Quality Level

Assay

≥99% (TLC)

form

crystalline

color

white

solubility

H2O: 1.7 g/mL (stable for several days at 4°C.)
ethanol: 80 mg/mL (stable for several days at 4°C.)

storage temp.

2-8°C

SMILES string

Cl.CC(C[N](C)(C)C)OC(N)=O

InChI

1S/C7H17N2O2.ClH/c1-6(11-7(8)10)5-9(2,3)4;/h6H,5H2,1-4H3,(H2,8,10);1H

InChI key

AIRHOJQHGLTTTB-UHFFFAOYSA-N

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Application

Carbamyl-β-methylcholine chloride has been used in western blotting and bactericidal assay. It has also been used in concentration-response studies with isolated atrial preparation.

Biochem/physiol Actions

Carbamyl-β-methylcholine has a selective action on urinary bladder and intestine. It induces smooth muscle tension in the bladder. Its main function is to induce detrusor muscle action, mediated by postganglionic parasympathetic effector cells. Nausea, flushing, sweating, abdominal cramps are some of the side effect caused by carbamyl-β-methylcholine.

Caution

Hygroscopic.

Substrates

Muscarinic acetylcholine receptor agonist that is not a substrate for acetylcholinesterase.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Precautionary Statements

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Generation of a human urinary bladder smooth muscle cell line.
Zheng Y, Chang S, Boopathi E, et al.
In Vitro Cellular & Developmental Biology, 48, 84-96 (2012)
Y Koga et al.
European journal of pharmacology, 220(2-3), 141-146 (1992-09-22)
To seek evidence for the involvement of acetylcholinesterase activity in the modulatory influence of the airway epithelium, we examined responses to acetylcholine (ACh), bethanechol, histamine or KCl in isolated epithelium-intact and epithelium-denuded guinea-pig trachealis preparations. The concentration-response curves to ACh
Equine Internal Medicine, 1227-1227 (2009)
Maristella Adami et al.
Pharmacology, 89(5-6), 287-294 (2012-04-28)
In the present study we examined whether histamine H(4) receptors (H(4)Rs) have a role in gastric ulcerogenesis using a mouse model of gastric damage. The H(4)R antagonist JNJ7777120 and the H(4)R agonists VUF8430 and VUF10460 were investigated in fasted CD-1
S M Jankovic et al.
Physiological research, 47(6), 463-470 (1999-08-24)
The establishment of a dose-response relationship and its quantification is the usual procedure for analysing drug action on an isolated organ. However, the time course of the effect seems to be an inherent characteristic of the agonist which produces it.

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